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Synfacts 2007(1): 0075-0075  
DOI: 10.1055/s-2006-955733
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Rh-Catalyzed Asymmetric Synthesis of 2-Substituted Pyrrolizidinones

Contributor(s): Mark Lautens, Yann Béthuel
J. D. Hargrave, G. Bish, C. G. Frost*
University of Bath, UK
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Publication History

Publication Date:
15 December 2006 (online)

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Significance

Rhodium has proven to be the metal of choice for many carbon-carbon bond-forming reactions. In the present paper, the authors report on the rhodium-catalyzed, stereoselective 1,4-ary­lation of exo-methylene bicyclic lactams to produce pyrrolizidinones. The selectivity of the reaction could be modulated by changing the nature of the organometallic nucleophiles.